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在芳基硼酸酯对N-磷酰基醛亚胺的不对称加成反应中对氨基单膦烷-铑(I)催化剂的空间调节

Steric tuning of the amidomonophosphane-rhodium(I) catalyst in asymmetric addition of arylboroxines to N-phosphinoyl aldimines.

作者信息

Hao Xinyu, Kuriyama Masami, Chen Qian, Yamamoto Yasutomo, Yamada Ken-ichi, Tomioka Kiyoshi

机构信息

Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.

出版信息

Org Lett. 2009 Oct 1;11(19):4470-3. doi: 10.1021/ol901866y.

DOI:10.1021/ol901866y
PMID:19739616
Abstract

Highly enantioselective rhodium-catalyzed addition of arylboroxines to N-phosphinoylaldimines was realized by the steric tuning of a diphenylphosphorus moiety to a di(o-tolyl)phosphorus moiety of a chiral amidomonophosphane. The presence of MS 4 A in a 5:1 solvent mixture of dioxane-propanol was essential to afford the corresponding diarylmethylamines in high yield.

摘要

通过将手性酰胺单膦烷的二苯基磷部分空间调谐为二(邻甲苯基)磷部分,实现了铑催化的芳基硼酸酯对N-磷酰亚胺的高度对映选择性加成。在二氧六环 - 丙醇的5:1溶剂混合物中存在MS 4A对于高产率得到相应的二芳基甲胺至关重要。

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